Title: Book the Best Hotels with POOL in Webster Square in 2026 | Expedia.ca [Vacation Rentals in Worcester](https://expedia.ca/Worcester-Vacation-Rentals.d6023336.Travel-Guide-VacationRentals)[Flights to Worcester](https://expedia.ca/Cheap-Flights-To-Worcester.d6023336.Travel-Guide-Flights)[Webster Square Car Rentals](https://expedia.ca/Car-Rentals-In-Webster-Square.d553248635976477815.Car-Rental-Guide)[Webster Square Vacations](https://expedia.ca/Webster-Square.d553248635976477815.Destination-Travel-Guides) ![Aerial view of Worcester Art Museum at 55 Salisbury Street and downtown Worcester skyline at the background in fall in Massachusetts MA, USA. ](https://images.trvl-media.com/place/553248635976477815/2729aa48-4a10-4b94-9674-e79de44798ef.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Webster Square, MA from CA $109 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Webster Square Hotels with a Pool Tonight [Dec 5 - Dec 6](https://www.expedia.ca/Hotel-Search?regionId=553248635976477815&startDate=2025-12-05&endDate=2025-12-06&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 6 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976477815&startDate=2025-12-06&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976477815&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=553248635976477815&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Webster Square Hotels with a Pool ![Breakfast and dinner served](https://images.trvl-media.com/lodging/15000000/14840000/14833100/14833039/6c960f23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14840000/14833100/14833039/a06dca0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/15000000/14840000/14833100/14833039/2a448a6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/15000000/14840000/14833100/14833039/5a740237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Boston/Marlborough Marlborough 9.2/10 Wonderful (1000) "Room was clean & spacious, hotel lobby inviting , neat & clean , nicely decorated. Location close to places of interest." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Starr CA $118 CA $132 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Worcester-Hotels-Hilton-Garden-Inn-BostonMarlborough.h14833039.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066413/afddbde6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066413/f7ef9b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066413/67779015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066413/752ca4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Auburn Auburn 8.6/10 Excellent (1001) "Great stay had fun" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ernest CA $127 CA $142 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Worcester-Hotels-Hampton-Inn-Auburn.h1066413.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/abaf5b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/cf18518d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/faa20ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/93be147a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Publick House Historic Inn and Country Motor Lodge Sturbridge 9.0/10 Wonderful (1570) "Great place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John CA $111 CA $124 total includes taxes & fees Dec 7 - Dec 8 [](https://www.expedia.ca/Sturbridge-Hotels-Publick-House-Historic-Inn-And-Country-Motor-Lodge.h179650.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/19100/19011/270dcd37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/19100/19011/60f160c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19100/19011/b0538eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/19100/19011/9726aec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Select Boston Milford Milford 8.2/10 Very good (1003) "Room was nice, comfortable and clean. All staff i had contact with were very friendly and efficient." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donna CA $98 CA $109 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Milford-Hotels-Sonesta-Select-Boston-Milford.h19011.Hotel-Information) ![Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/10200/10167/3b3a01ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10200/10167/18ceeab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10200/10167/1c512926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, soundproofing](https://images.trvl-media.com/lodging/1000000/20000/10200/10167/647159c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Comfort Inn & Suites Sturbridge - Brimfield Sturbridge 9.0/10 Wonderful (1001) "Comfortable beds, helpful staff, nice interior " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara CA $135 CA $151 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Sturbridge-Hotels-Comfort-Inn-Suites-Sturbridge-Brimfield.h10167.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/23000/22959/c9756fb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23000/22959/2ca45bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served](https://images.trvl-media.com/lodging/1000000/30000/23000/22959/2c252d7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/23000/22959/dbcab593.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Boston Marlborough Marlborough 9.2/10 Wonderful (1003) "We had a great stay ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen CA $145 CA $162 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Worcester-Hotels-Embassy-Suites-By-Hilton-Boston-Marlborough.h22959.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/21000000/20180000/20178100/20178059/f208a974.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/21000000/20180000/20178100/20178059/8df27e5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/21000000/20180000/20178100/20178059/5e03fe56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/21000000/20180000/20178100/20178059/c2284fe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Place Marlborough/Apex Center Marlborough 9.2/10 Wonderful (1001) "Great location, clean rooms very helpful staff" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Donald CA $144 CA $160 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Worcester-Hotels-Hyatt-Place-MarlboroughApex-Center.h20178059.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/900000/894300/894252/3875a844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/900000/894300/894252/61dc8b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/894300/894252/4a91e258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/900000/894300/894252/20b5664f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wellsworth Hotel Southbridge 9.2/10 Wonderful (1353) "Amazing stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marissa CA $150 CA $167 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Sturbridge-Hotels-Southbridge-Hotel-And-Conference-Center.h894252.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18000/17910/687600a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/20000/18000/17910/f6deec07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/18000/17910/f39b6208.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/20000/18000/17910/4894a4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Hotel Boston - Westborough Westborough 8.6/10 Excellent (1007) "Perfect stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rodrigo CA $137 CA $153 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Worcester-Hotels-DoubleTree-By-Hilton-Hotel-Boston-Westborough.h17910.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/560000/555200/555108/5d8e8898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/560000/555200/555108/cf7e6776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast on weekdays](https://images.trvl-media.com/lodging/1000000/560000/555200/555108/97f06ac6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/560000/555200/555108/d50090da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Boston - Milford by IHG Milford 8.6/10 Excellent (1002) "Great experience. They are renovating and the news rooms are really nice! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karolyn M CA $133 CA $148 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Milford-Hotels-Holiday-Inn-Express-Boston-Milford.h555108.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-19&endDate=2025-12-20®ionId=553248635976477815&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Webster Square Hotel Reviews ![Embassy Suites by Hilton Boston Marlborough](https://images.trvl-media.com/lodging/1000000/30000/23000/22959/2c252d7a_y.jpg) ### Embassy Suites by Hilton Boston Marlborough 10/10 Excellent "Staff are very supportive in making your stay as enjoyable as possible. " [](https://expedia.ca/Worcester-Hotels-Embassy-Suites-By-Hilton-Boston-Marlborough.h22959.Hotel-Information) ![Courtyard by Marriott Boston Marlborough](https://images.trvl-media.com/lodging/1000000/10000/5500/5422/ada0b96f_y.jpg) ### Courtyard by Marriott Boston Marlborough 10/10 Excellent "The staff was very friendly especially housekeeping and the front end girls at the desk. The rooms were exceptionally clean also the hotel was very quiet." [](https://expedia.ca/Worcester-Hotels-Courtyard-By-Marriott-Boston-Marlborough.h5422.Hotel-Information) ![Publick House Historic Inn and Country Motor Lodge](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/4c5a0c9e_y.jpg) ### Publick House Historic Inn and Country Motor Lodge 10/10 Excellent "Very nice building with many attractive public areas to sit and talk. Nice room, very clean, good beds. Excellent food in restaurant." [](https://expedia.ca/Sturbridge-Hotels-Publick-House-Historic-Inn-And-Country-Motor-Lodge.h179650.Hotel-Information) ![DoubleTree by Hilton Boston - Milford](https://images.trvl-media.com/lodging/1000000/20000/14000/13942/1e108efd_y.jpg) ### DoubleTree by Hilton Boston - Milford 10/10 Excellent "We were able to check In two hours early. Check in was seamless and receptionist was very pleasant. I wish I could remember his name. We were given one of the upgraded rooms on the 4th floor and it was beautiful, clean. I have stayed here with my son’ tournaments before and will definitely continue to do so in the future. " [](https://expedia.ca/Milford-Hotels-DoubleTree-By-Hilton-Boston-Milford.h13942.Hotel-Information) ![Hilton Garden Inn Worcester](https://images.trvl-media.com/lodging/2000000/1480000/1478200/1478175/82c11218_y.jpg) ### Hilton Garden Inn Worcester 10/10 Excellent "Staff was great - quick and helpful. HOWEVER, kind of disappointed there were no drinking cups outside of paper coffee cups." [](https://expedia.ca/Worcester-Hotels-Hilton-Garden-Inn-Worcester.h1478175.Hotel-Information) ![Best Western Royal Plaza Hotel & Trade Center](https://images.trvl-media.com/lodging/1000000/20000/14700/14628/w3837h2557x3y3-f462cfa0_y.jpg) ### Best Western Royal Plaza Hotel & Trade Center 10/10 Excellent "Very satisfied with my stay. Breakfast was great and the staff was nice, friendly and informative." [](https://expedia.ca/Worcester-Hotels-Best-Western-Royal-Plaza-Hotel-Trade-Center.h14628.Hotel-Information) ![Extended Stay America Suites Boston Westborough Computer Dr](https://images.trvl-media.com/lodging/1000000/120000/117200/117145/ad59dc16_y.jpg) ### Extended Stay America Suites Boston Westborough Computer Dr 10/10 Excellent "Staff was awesome!" [](https://expedia.ca/Worcester-Hotels-Extended-Stay-America-Suites-Boston-Westborough-Computer-Dr.h117145.Hotel-Information) ![DoubleTree by Hilton Hotel Boston - Westborough](https://images.trvl-media.com/lodging/1000000/20000/18000/17910/4894a4f3_y.jpg) ### DoubleTree by Hilton Hotel Boston - Westborough 10/10 Excellent "Yes" [](https://expedia.ca/Worcester-Hotels-DoubleTree-By-Hilton-Hotel-Boston-Westborough.h17910.Hotel-Information) ![Wellsworth Hotel](https://images.trvl-media.com/lodging/1000000/900000/894300/894252/61dc8b11_y.jpg) ### Wellsworth Hotel 10/10 Excellent "The stay was great minus a member of housekeeping opening our door before checkout " [](https://expedia.ca/Sturbridge-Hotels-Southbridge-Hotel-And-Conference-Center.h894252.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Webster Square? ### What is there to see and do in Webster Square? ## Explore a world of travel with Expedia - Lodging - Flights - Cars - More ways to book - 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